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Literature DB >> 18421389

A modular flow reactor for performing Curtius rearrangements as a continuous flow process.

Marcus Baumann¹, Ian R Baxendale, Steven V Ley, Nikzad Nikbin, Christopher D Smith, Jason P Tierney.

Abstract

The use of a mesofluidic flow reactor is described for performing Curtius rearrangement reactions of carboxylic acids in the presence of diphenylphosphoryl azide and trapping of the intermediate isocyanates with various nucleophiles.

Entities: Chemical

Mesh：

Substances：

Year: 2008 PMID： 18421389 DOI： 10.1039/b801631n

Source DB: PubMed Journal: Org Biomol Chem ISSN： 1477-0520 Impact factor: 3.876

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Cited

14 in total

1. The flow synthesis of heterocycles for natural product and medicinal chemistry applications.

Authors: Marcus Baumann; Ian R Baxendale; Steven V Ley
Journal: Mol Divers Date: 2010-10-20 Impact factor: 2.943

2. ROMP-derived oligomeric phosphates for application in facile benzylation.

Authors: Toby R Long; Pradip K Maity; Thiwanka B Samarakoon; Paul R Hanson
Journal: Org Lett Date: 2010-07-02 Impact factor: 6.005

3. In situ generation and intramolecular Schmidt reaction of keto azides in a microwave-assisted flow format.

Authors: Thomas O Painter; Paul D Thornton; Mario Orestano; Conrad Santini; Michael G Organ; Jeffrey Aubé
Journal: Chemistry Date: 2011-07-27 Impact factor: 5.236

4. "Click"-capture, ring-opening metathesis polymerization (ROMP), release: facile triazolation utilizing ROMP-derived oligomeric phosphates.

Authors: Toby R Long; Saqib Faisal; Pradip K Maity; Alan Rolfe; Ryan Kurtz; Sarra V Klimberg; Muhammad-Rabbie Najjar; Fatima Z Basha; Paul R Hanson
Journal: Org Lett Date: 2011-03-24 Impact factor: 6.005

Review 10. Recent advances in urea- and thiourea-containing compounds: focus on innovative approaches in medicinal chemistry and organic synthesis.

Authors: Riccardo Ronchetti; Giada Moroni; Andrea Carotti; Antimo Gioiello; Emidio Camaioni
Journal: RSC Med Chem Date: 2021-05-13

A modular flow reactor for performing Curtius rearrangements as a continuous flow process.

1. The flow synthesis of heterocycles for natural product and medicinal chemistry applications.

2. ROMP-derived oligomeric phosphates for application in facile benzylation.

3. In situ generation and intramolecular Schmidt reaction of keto azides in a microwave-assisted flow format.

4. "Click"-capture, ring-opening metathesis polymerization (ROMP), release: facile triazolation utilizing ROMP-derived oligomeric phosphates.

5. Practical asymmetric amine nucleophilic approach for the modular construction of protected α-quaternary amino acids.

6. Controlling hazardous chemicals in microreactors: synthesis with iodine azide.

7. Continuous flow based catch and release protocol for the synthesis of alpha-ketoesters.

Review 8. The Curtius rearrangement: mechanistic insight and recent applications in natural product syntheses.

9. Fully automated continuous flow synthesis of highly functionalized imidazo[1,2-a] heterocycles.

Review 10. Recent advances in urea- and thiourea-containing compounds: focus on innovative approaches in medicinal chemistry and organic synthesis.